Oxidation of hydrocarbons. II. Kinetics of the oxidation of <i>p</i>-toluenesulfonic acid by potassium permanganate

Data on the kinetics, kinetic isotope effects, substrate selectivity, and activation parameters for the first step of oxidation of alkylbenzenes by permanganate in acidic aqueous solutions are surveyed. The MnO4-. HMnO.~. and lVlnO3" species serve as oxidants at different acidities. The increase in the positive charge in this series enhances the electrophilicity of the reagent, which manifests itself as an increase in the reaction rate and a change in the site of attack on the atkylbenzene molecule (either the aromatic ring or C-H bond in the alkyl group). The oxidation of the alkyl C--H bonds in alkylbenzenes and in alkanes follows similar mechanisms, while the attack on the aromatic ring proceeds via the electrophilic aromatic substitution mechanism with a transition state intermediate between the charge transfer complex and r

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Oxidation of hydrocarbons. II. Kinetics of the oxidation of p-toluenesulfonic acid by potassium permanganate

Abstract: The kinetics of the oxidation of p-toluenesulfonic acid by aqueous potassium permanganate have been studied in perchloric acid solutions ranging from 0.

Cited by 2 publications

References 7 publications

ChemInform Abstract: OXIDATION VON KOHLENWASSERSTOFFEN 2. MITT. KINETIK DER OXIDATION VON P-TOLUOLSULFONSAEURE DURCH KALIUMPERMANGANAT

ChemInform Abstract: OXIDATION VON KOHLENWASSERSTOFFEN 2. MITT. KINETIK DER OXIDATION VON P-TOLUOLSULFONSAEURE DURCH KALIUMPERMANGANAT

The first step of oxidation of alkylbenzenes by permanganates in acidic aqueous solutions

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